Product Name

  • Name

    1,2-Dimethylcyclohexane

  • EINECS 209-509-4
  • CAS No. 583-57-3
  • Article Data50
  • CAS DataBase
  • Density 0.793 g/mL at 20 °C(lit.)
  • Solubility 6.795mg/L(30 oC)
  • Melting Point -71.62°C (estimate)
  • Formula C8H16
  • Boiling Point 127-130 °C(lit.)
  • Molecular Weight 112.215
  • Flash Point 60 °F
  • Transport Information UN 2263 3
  • Appearance clear liquid
  • Safety A very dangerous fire hazard when exposed to heat, flame, or oxidizers. When heated to decomposition it emits acrid smoke and fumes.
  • Risk Codes 11-65
  • Molecular Structure Molecular Structure of 583-57-3 (1,2-Dimethylcyclohexane)
  • Hazard Symbols FlammableFHarmfulXn
  • Synonyms 1,2-Dimethylcyclohexane;NSC 43769; o-Dimethylcyclohexane
  • PSA 0.00000
  • LogP 2.83260

Synthetic route

o-xylene
95-47-6

o-xylene

1,2-Dimethyl-cyclohexane
583-57-3

1,2-Dimethyl-cyclohexane

Conditions
ConditionsYield
With hydrogen; [(norbornadiene)rhodium(I)chloride]2; phosphinated polydiacetylene In n-heptane at 30℃; under 60800 Torr; for 1.8h;100%
With Ti8O8(14+)*6C8H4O4(2-)*4O(2-)*3.3Li(1+)*0.7Co(2+)*0.7C4H8O*0.7H(1-); hydrogen In neat (no solvent) at 120℃; under 37503.8 Torr; for 18h;100%
With hydrogen In water at 100℃; under 15001.5 Torr; for 5h;99%
1,2-dimethylcyclohexene
1674-10-8

1,2-dimethylcyclohexene

1,2-Dimethyl-cyclohexane
583-57-3

1,2-Dimethyl-cyclohexane

Conditions
ConditionsYield
With hydrogen; 1,5-hexadienerhodium(I)-chloride dimer In various solvent(s) for 6h; Ambient temperature; pH=7.6;79%
2-methyloct-7-enenitrile

2-methyloct-7-enenitrile

A

1,2-Dimethyl-cyclohexane
583-57-3

1,2-Dimethyl-cyclohexane

B

methylcycloheptane
4126-78-7

methylcycloheptane

Conditions
ConditionsYield
With potassium; tert-butyl alcohol In N,N,N,N,N,N-hexamethylphosphoric triamide; diethyl ether at 0℃; for 3h;A 71%
B 28%
1,6-dimethyl-1-cyclohexene
1759-64-4

1,6-dimethyl-1-cyclohexene

1,2-Dimethyl-cyclohexane
583-57-3

1,2-Dimethyl-cyclohexane

Conditions
ConditionsYield
With hydrogen; 1,5-hexadienerhodium(I)-chloride dimer In various solvent(s) for 13h; Ambient temperature; pH=7.6;70%
o-xylene
95-47-6

o-xylene

A

1,2-Dimethyl-cyclohexane
583-57-3

1,2-Dimethyl-cyclohexane

B

1,2-dimethylcyclohexene
1674-10-8

1,2-dimethylcyclohexene

C

1,6-dimethyl-1-cyclohexene
1759-64-4

1,6-dimethyl-1-cyclohexene

Conditions
ConditionsYield
With hydrogen; 1-butyl-3-methylimidazolium Tetrafluoroborate; Rh nanoparticles stabilized by poly(NVP-co-VBIMCl) at 75℃; under 30402 Torr; for 12h; Product distribution;A 68%
B 16%
C 16%
C16H16O4

C16H16O4

A

1,2-Dimethyl-cyclohexane
583-57-3

1,2-Dimethyl-cyclohexane

B

3,4-dimethylcyclohexanol
5715-23-1

3,4-dimethylcyclohexanol

C

C8H16O2

C8H16O2

Conditions
ConditionsYield
With hydrogen; lanthanum(lll) triflate In isopropyl alcohol at 150℃; for 8h;A 33%
B 41%
C 61%
1-chloro-1,2-dimethyl-cyclohexane
1122-02-7

1-chloro-1,2-dimethyl-cyclohexane

1,2-Dimethyl-cyclohexane
583-57-3

1,2-Dimethyl-cyclohexane

Conditions
ConditionsYield
With diethyl ether; sodium
Conditions
ConditionsYield
With nickel kieselguhr; hydrogen at 240 - 250℃; under 73550.8 Torr; optically inactive substance of uncertain configuration;
1,2-dimethylcyclohexanol
5402-29-9

1,2-dimethylcyclohexanol

1,2-Dimethyl-cyclohexane
583-57-3

1,2-Dimethyl-cyclohexane

Conditions
ConditionsYield
With zinc(II) chloride Hydrierung des Reaktionsprodukts in Gegenwart von Nickel bei 150grad;
Multi-step reaction with 2 steps
1: PCl3
2: sodium; diethyl ether
View Scheme
3,4-dimethylcyclohexanol
5715-23-1

3,4-dimethylcyclohexanol

1,2-Dimethyl-cyclohexane
583-57-3

1,2-Dimethyl-cyclohexane

Conditions
ConditionsYield
With hydrogen; vanadium(V) oxide; iron at 326.9℃; 1.5E5 Pa; Yield given;
1,7-Octadiene
3710-30-3

1,7-Octadiene

1,2-Dimethyl-cyclohexane
583-57-3

1,2-Dimethyl-cyclohexane

Conditions
ConditionsYield
With zirconocene dichloride; dibutylmagnesium In diethyl ether for 24h; Mechanism; Product distribution; Ambient temperature; other dienes, other allyl magnesium compounds;100 % Chromat.
With zirconocene dichloride; dibutylmagnesium In diethyl ether for 24h; Ambient temperature;80 % Chromat.
propylcyclohexane
1678-92-8

propylcyclohexane

1,2-dimethylcyclohexane cation

1,2-dimethylcyclohexane cation

A

1,2-Dimethyl-cyclohexane
583-57-3

1,2-Dimethyl-cyclohexane

B

n-propyl cyclohexane cation

n-propyl cyclohexane cation

Conditions
ConditionsYield
at 61.9℃; Equilibrium constant; Irradiation;
1,3-dihydroisobenzofuran
496-14-0

1,3-dihydroisobenzofuran

copper oxide-chromium oxide

copper oxide-chromium oxide

A

8-oxabicyclo[4.3.0]nonane
4743-54-8

8-oxabicyclo[4.3.0]nonane

B

o-xylene
95-47-6

o-xylene

C

1,2-Dimethyl-cyclohexane
583-57-3

1,2-Dimethyl-cyclohexane

D

(2-Methylcyclohexyl)methanol
2105-40-0

(2-Methylcyclohexyl)methanol

Conditions
ConditionsYield
at 250℃; under 88260.9 Torr; Hydrogenation;
at 300℃; under 88260.9 Torr; Hydrogenation;
at 350℃; under 88260.9 Torr; Hydrogenation;
1-Methylnaphthalene
90-12-0

1-Methylnaphthalene

Raney nickel

Raney nickel

A

cyclohexane
110-82-7

cyclohexane

B

1,2-Dimethyl-cyclohexane
583-57-3

1,2-Dimethyl-cyclohexane

Conditions
ConditionsYield
at 400℃; under 102971 Torr; Hydrogenation;
3,4-Dimethylphenol
95-65-8

3,4-Dimethylphenol

hydrogen

hydrogen

nickel / aluminium oxide

nickel / aluminium oxide

A

o-xylene
95-47-6

o-xylene

B

1,2-Dimethyl-cyclohexane
583-57-3

1,2-Dimethyl-cyclohexane

C

3,4-dimethylcyclohexanol
5715-23-1

3,4-dimethylcyclohexanol

D

3,4-dimethylcyclohexanone
5465-09-8

3,4-dimethylcyclohexanone

Conditions
ConditionsYield
at 150℃; Quantum yield;
at 200℃; Quantum yield;
at 250℃; Quantum yield;
(+/-)-trans,cis-decahydro-2-naphthol
36667-73-9

(+/-)-trans,cis-decahydro-2-naphthol

hydrogen iodide
10034-85-2

hydrogen iodide

A

1,2-Dimethyl-cyclohexane
583-57-3

1,2-Dimethyl-cyclohexane

B

trans-Decalin
493-02-7

trans-Decalin

C

methyl cyclohexane
82166-21-0

methyl cyclohexane

Conditions
ConditionsYield
at 290 - 340℃; im Rohr;
7-iodo-3-methyl-hept-1-ene

7-iodo-3-methyl-hept-1-ene

A

methylheptene
3404-75-9

methylheptene

B

3-methyl-1-heptene
4810-09-7

3-methyl-1-heptene

C

1,2-Dimethyl-cyclohexane
583-57-3

1,2-Dimethyl-cyclohexane

D

methylcycloheptane
4126-78-7

methylcycloheptane

Conditions
ConditionsYield
With 2,2'-azobis(isobutyronitrile); tris-(trimethylsilyl)silane In benzene Heating;
2-Methylcyclohexanone
583-60-8

2-Methylcyclohexanone

1,2-Dimethyl-cyclohexane
583-57-3

1,2-Dimethyl-cyclohexane

Conditions
ConditionsYield
Multi-step reaction with 2 steps
2: zinc chloride / Hydrierung des Reaktionsprodukts in Gegenwart von Nickel bei 150grad
View Scheme
methane
34557-54-5

methane

A

Isobutane
75-28-5

Isobutane

B

methylbutane
78-78-4

methylbutane

C

1,2-Dimethyl-cyclohexane
583-57-3

1,2-Dimethyl-cyclohexane

D

cis-1,3-dimethylcyclohexane
638-04-0

cis-1,3-dimethylcyclohexane

E

1,2,4-trimethylcyclohexane
2234-75-5

1,2,4-trimethylcyclohexane

F

1,3,5-trimethylcyclohexane
1839-63-0

1,3,5-trimethylcyclohexane

trans-1,3-dimethylcyclohexane
2207-03-6

trans-1,3-dimethylcyclohexane

H

methyl cyclohexane
82166-21-0

methyl cyclohexane

I

1,1,3-trimethylcyclohexane
3073-66-3, 150927-19-8, 150927-30-3

1,1,3-trimethylcyclohexane

Conditions
ConditionsYield
Stage #1: methane With aluminum tri-bromide; sodium bromide at 110℃; for 2h; Electrolysis;
Stage #2: at 200℃; for 0.5h;
o-xylene
95-47-6

o-xylene

A

1,2-Dimethyl-cyclohexane
583-57-3

1,2-Dimethyl-cyclohexane

B

1,2-dimethylcyclohexene
1674-10-8

1,2-dimethylcyclohexene

Conditions
ConditionsYield
With hydrogen In tetrahydrofuran at 120℃; under 7500.75 Torr; for 1h;
octane
111-65-9

octane

A

o-xylene
95-47-6

o-xylene

B

1,2-Dimethyl-cyclohexane
583-57-3

1,2-Dimethyl-cyclohexane

C

ethylbenzene
100-41-4

ethylbenzene

Conditions
ConditionsYield
With propene; (iPr4PCP)IrH4; para-xylene; 1,3,5-trimethyl-benzene at 165℃; under 760.051 Torr; for 120h;A 75 %Chromat.
B n/a
C 11 %Chromat.
1,2,3-propanetricarboxylic acid trimethyl ester
6138-26-7

1,2,3-propanetricarboxylic acid trimethyl ester

1,2-Dimethyl-cyclohexane
583-57-3

1,2-Dimethyl-cyclohexane

1-(2,3-dimethyl-cyclohexylidene)-propane-1,2,3-tricarboxylic acid trimethyl ester

1-(2,3-dimethyl-cyclohexylidene)-propane-1,2,3-tricarboxylic acid trimethyl ester

Conditions
ConditionsYield
1,2-Dimethyl-cyclohexane
583-57-3

1,2-Dimethyl-cyclohexane

o-xylene
95-47-6

o-xylene

Conditions
ConditionsYield
With platinum at 300 - 310℃;
platinum on activated charcoal at 126.9℃; for 24h; Rate constant;
With palladium 10% on activated carbon at 170 - 190℃;
1,2-Dimethyl-cyclohexane
583-57-3

1,2-Dimethyl-cyclohexane

trans-1,3-dimethylcyclohexane
69685-68-3

trans-1,3-dimethylcyclohexane

Conditions
ConditionsYield
With aluminium trichloride trans-1.3-dimethyl-cyclohexane;
1,2-Dimethyl-cyclohexane
583-57-3

1,2-Dimethyl-cyclohexane

cis-1,3-dimethylcyclohexane
638-04-0

cis-1,3-dimethylcyclohexane

Conditions
ConditionsYield
With aluminium trichloride at 56℃;
With aluminium trichloride cis-1.3-dimethyl-cyclohexane;
1,2-Dimethyl-cyclohexane
583-57-3

1,2-Dimethyl-cyclohexane

1,2-dimethyl-1-nitro-cyclohexane

1,2-dimethyl-1-nitro-cyclohexane

Conditions
ConditionsYield
With aluminum(III) nitrate nonahydrate at 140℃;
1,2-Dimethyl-cyclohexane
583-57-3

1,2-Dimethyl-cyclohexane

n-propyl cyclohexane cation

n-propyl cyclohexane cation

A

propylcyclohexane
1678-92-8

propylcyclohexane

B

1,2-dimethylcyclohexane cation

1,2-dimethylcyclohexane cation

Conditions
ConditionsYield
Equilibrium constant; Irradiation;
aluminium trichloride
7446-70-0

aluminium trichloride

1,2-Dimethyl-cyclohexane
583-57-3

1,2-Dimethyl-cyclohexane

A

cis-1,3-dimethylcyclohexane
638-04-0

cis-1,3-dimethylcyclohexane

B

trans-1,4-dimethylcyclohexane
2207-04-7

trans-1,4-dimethylcyclohexane

C

cis-1,4-dimethylcyclohexane
624-29-3

cis-1,4-dimethylcyclohexane

Conditions
ConditionsYield
substance of uncertain configuration;
1,2-Dimethyl-cyclohexane
583-57-3

1,2-Dimethyl-cyclohexane

steam

steam

carbon dioxide
124-38-9

carbon dioxide

Conditions
ConditionsYield
at 675 - 725℃; substance of uncertain configuration;
1,2-Dimethyl-cyclohexane
583-57-3

1,2-Dimethyl-cyclohexane

oxygen

oxygen

A

2,7-octanedione
1626-09-1

2,7-octanedione

B

1,2-dimethylcyclohexanol
5402-29-9

1,2-dimethylcyclohexanol

C

acetic acid
64-19-7

acetic acid

D

hexyl-methyl-ketone
111-13-7

hexyl-methyl-ketone

Conditions
ConditionsYield
at 100℃; substance of uncertain configuration;
1,2-Dimethyl-cyclohexane
583-57-3

1,2-Dimethyl-cyclohexane

oxygen

oxygen

A

formic acid
64-18-6

formic acid

B

5-ketohexanoic acid
3128-06-1

5-ketohexanoic acid

C

hexanoic acid
142-62-1

hexanoic acid

Conditions
ConditionsYield
at 100℃; substance of uncertain configuration;
1,2-Dimethyl-cyclohexane
583-57-3

1,2-Dimethyl-cyclohexane

A

cis-1,4-dimethylcyclohexane
624-29-3

cis-1,4-dimethylcyclohexane

B

cis-1.3-dimethyl-cyclohexane; trans-1.4-dimethyl-cyclohexane

cis-1.3-dimethyl-cyclohexane; trans-1.4-dimethyl-cyclohexane

Conditions
ConditionsYield
With aluminium trichloride at 56℃;
1,2-Dimethyl-cyclohexane
583-57-3

1,2-Dimethyl-cyclohexane

A

trans-1,4-dimethylcyclohexane
2207-04-7

trans-1,4-dimethylcyclohexane

B

cis-1.4-dimethyl-cyclohexane, cis-1.3-dimethyl-cyclohexane

cis-1.4-dimethyl-cyclohexane, cis-1.3-dimethyl-cyclohexane

Conditions
ConditionsYield
With aluminium trichloride at 56℃;

1,2-Dimethylcyclohexane Chemical Properties

IUPAC Name: 1,2-Dimethylcyclohexane
CAS: 583-57-3
Formula : C8H16
Molecular Weight: 112.21
Molecular Structure of 1,2-Dimethylcyclohexane (583-57-3):

Density: 0.766 g/cm3 
Flash Point: 15.6 °C
Boiling Point: 125.9 °C at 760 mmHg
Index of Refraction: 1.42 
Molar Refractivity: 37.08 cm3 
Molar Volume: 146.4 cm3 
Polarizability: 14.7×10-24cm3 
Surface Tension: 22.4 dyne/cm 
Enthalpy of Vaporization: 34.87 kJ/mol 
Appearance: clear colourless liquid
Vapour Pressure: 14.5 mmHg at 25°C 
Water Solubility: 11.67 (mg/L) at 25°C

1,2-Dimethylcyclohexane Safety Profile

A very dangerous fire hazard when exposed to heat, flame, or oxidizers. When heated to decomposition it emits acrid smoke and fumes.
Safety Information about 1,2-Dimethylcyclohexane (583-57-3):
Hazard Codes:
F:   Xn:
Risk Statements about 1,2-Dimethylcyclohexane (583-57-3): 
R11: Highly Flammable.
R65: Harmful: May cause lung damage if swallowed.
Safety Statements about 1,2-Dimethylcyclohexane (583-57-3):
S9: Keep container in a well-ventilated place.
S16: Keep away from sources of ignition - No smoking.
S33: This material and its container must be disposed of in a safe way.
S62: If swallowed, do not induce vomiting: seek medical advice immediately and show this container or label.
RIDADR: UN 2263 3/PG 2
WGK Germany: 3
HazardClass: 3
PackingGroup: II 

1,2-Dimethylcyclohexane Specification

  The chemical synonyms of 1,2-Dimethylcyclohexane (583-57-3) are 1,2-Dimethylcyclohexane ; 2,3-Dimethylcyclohexane ; Hexahydro-o-xylene ; o-Dimethylcyclohexane ; 1,2-Dimethylcyclohexane,mixtureofcisandtrans ; 1,2-Dlmethylcyclohexane ; Cyclohexane, 1,2-dimethyl- ; Cyclohexane,1,2-dimethyl- .It may cause eye irritation.Causes skin irritation.May be harmful if absorbed through the skin.May cause irritation of the digestive tract.May be harmful if swallowed.May cause respiratory tract irritation.May be harmful if inhaled. Use spark-proof tools and explosion proof equipment.Avoid breathing dust,vapor,mist,or gas.It shoud avoid contact with eyes,skin, and clothing.Take precautionary measures against static discharges.Keep away from sources of ignition.Store in a cool,dry place.Store in a tightly closed container.Flammables-area. 

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